Methods and systems for envisioning benefits of a software upgrade. One system includes at least one electronic processor configured to detect when a user performs actions within a software application, capture data about user actions and application features, and determine through a set of rules if an updated or new feature to perform the user actions exists in an upgraded version of the application software. The electronic processor is also configured to, when a rule triggers, store user and application data and present to the user a visualization of the updated feature available in the upgraded application software. User and application data can be aggregated for a plurality of users, a plurality of application software, or both. Display of new features to a plurality of users can be user controlled or controlled by a super user based on analysis and reporting of user data accumulated over time.
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